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Travel AI

5-day trip to Montego Bay, Jamaica Itinerary

Last updated: 2024 Jun 14

Arrival and Beach Relaxation

Morning

Start your day by enjoying a delicious breakfast at The Pelican Grill while taking in the beautiful ocean view. Afterward, head to the famous Doctor's Cave Beach and spend the morning relaxing on the pristine white sand and swimming in the crystal-clear turquoise waters.

Afternoon

For lunch, visit Margaritaville and indulge in their mouthwatering Caribbean-inspired dishes. Afterward, take a leisurely stroll along the Hip Strip (Gloucester Avenue), where you can explore local shops and enjoy the vibrant atmosphere.

Evening

Enjoy a delightful dinner at The Houseboat Grill, a unique floating restaurant known for its fresh seafood and romantic ambiance. Afterward, head to Blue Beat Ultra Lounge for live music and cocktails.

Bedtime

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4.49
Doctor's Cave Beach
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4.55
Hip Strip (Gloucester Avenue)
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River Adventures

Morning

Start your day with a visit to the Martha Brae River, where you can take a relaxing bamboo raft ride along the scenic river. Afterward, enjoy a traditional Jamaican lunch at Scotchies, known for its mouthwatering jerk chicken.

Afternoon

Continue your river adventure with a visit to the Glistening Waters Luminous Lagoon, where you can witness the natural phenomenon of bioluminescence. Take a boat tour and swim in the glowing waters.

Evening

For dinner, head to The Pork Pit and savor their delicious grilled meats and Jamaican specialties. Afterward, visit Hip Strip (Gloucester Avenue) for a night of bar hopping and live music.

Bedtime

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4.47
Martha Brae River
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4.27
Glistening Waters Luminous Lagoon
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Historical and Cultural Exploration

Morning

Start your day by visiting the historic Rose Hall Great House, known for its fascinating history and ghost stories. Take a guided tour and learn about the legends surrounding this 18th-century plantation house.

Afternoon

Enjoy a traditional Jamaican lunch at Groovy Grouper Beach Bar and Grill while soaking up the sun and enjoying the beachfront atmosphere. Afterward, visit the Sam Sharpe Square, a historical square named after a Jamaican national hero.

Evening

Indulge in a gourmet dinner at Sugar Mill Restaurant, located in a former 17th-century sugar plantation. Enjoy their exquisite Caribbean cuisine and elegant ambiance.

Bedtime

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4.43
Rose Hall Great House
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4.57
Sam Sharpe Square
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Nature and Adventure

Morning

Embark on an exciting adventure to YS Falls, where you can swim in natural pools and admire the stunning waterfalls. Afterward, enjoy a picnic lunch surrounded by the lush Jamaican countryside.

Afternoon

Visit the Rocklands Bird Sanctuary and experience the beauty of Jamaica's colorful bird species up close. Enjoy a guided tour and have the opportunity to feed the birds.

Evening

For dinner, head to Pier 1 and enjoy their waterfront dining experience with a wide selection of fresh seafood. Afterward, relax at Groovy Grouper Beach Bar and Grill and enjoy live music and cocktails.

Bedtime

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4.73
YS Falls
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4.61
Rocklands Bird Sanctuary
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Departure and Farewell

Morning

Start your day with a delicious breakfast at Cafe Blue, known for its gourmet coffee and pastries. Afterward, visit the Montego Bay Marine Park and explore the vibrant underwater world through snorkeling or glass-bottom boat tours.

Afternoon

Enjoy a leisurely lunch at Jamaican Bobsled Cafe, where you can savor Jamaican cuisine with a twist. Afterward, visit the Harbour Street Craft Market to shop for unique souvenirs and handmade crafts.

Evening

For your farewell dinner, dine at The Lighthouse, a waterfront restaurant offering panoramic views of Montego Bay. Enjoy their international menu and toast to a memorable trip.

Bedtime

Find amazing hotels in Montego Bay, Jamaica.